579-21-5

Basic information

• Product Name: 2,2'-(1-Methyl-2,6-piperidinediyl)diacetophenon
• Synonyms: 1-Methyl-2,6-bisphenacylpiperidine;2,2'-(1-Methyl-2,6-piperidinediyl)bis(1-phenylethanone;2,2'-(1-Methyl-2,6-piperidinediyl)diacetophenon;Lobelanine;LOBELANINE Hydrochloride;1-Methyl-2α,6α-bis[2-oxo-2-phenylethyl]piperidine;2,2'-[(2α,6α)-1-Methyl-2,6-piperidinediyl]bis(1-phenylethanone);2,2'-[(2β,6β)-1-Methyl-2,6-piperidinediyl]bis(1-phenylethanone)
• CAS NO: 579-21-5
• Molecular Formula: C₂₂H₂₅NO₂
• Molecular Weight: 335.44
• Product Categories: Alkaloids
• Mol File: 579-21-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 99°
• Boiling Point: 472.07°C (rough estimate)
• Flash Point: 196.2°C
• Appearance: /
• Density: 1.1072 (rough estimate)
• Refractive Index: 1.5614 (estimate)
• PKA: 9.42±0.10(Predicted)
• CAS DataBase Reference: 2,2'-(1-Methyl-2,6-piperidinediyl)diacetophenon(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-(1-Methyl-2,6-piperidinediyl)diacetophenon(579-21-5)
• EPA Substance Registry System: 2,2'-(1-Methyl-2,6-piperidinediyl)diacetophenon(579-21-5)

Safety Data

• RIDADR: 1544
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 579-21-5(Hazardous Substances Data)

Usage

Uses

Lobelanine hydrochloride is an analog of Lobeline (L469350), a neuronal nicotinic acetylcholine receptor agonist. A CNS stimulant.

Upstream product

• 614-20-0 3-oxo-3-phenylpropionic acid 
• 593-51-1 methylamine hydrochloride 
• 111-30-8 Glutaraldehyde 
• 74-89-5 methylamine 
• 7664-93-9 sulfuric acid 
• 552-72-7 lobelanidine 
• 64-19-7 acetic acid 
• 6168-88-3 2,2′-((2,6)-1-methylpiperidine-2,6-diyl)bis(1-phenylethanone) hydrochloride 
• 7732-18-5 water 
• 1066-30-4 chromium(lll) acetate 
• 102319-42-6 1,9-diphenylnona-2,7-diene-1,9-dione 
• 100-52-7 benzaldehyde 
• 102319-43-7 1,9-diphenylnona-2,7-diyne-1,9-diol 
• 102242-27-3 1,9-diphenyl-nona-2,7-diyne-1,9-dione 

Downstream Products

• 28861-21-4 1,9-diphenylnonane-1,9-dione 
• 33666-70-5 1,9-diphenyl-nonane-1,9-diol 
• 552-72-7 lobelanidine 
• 91-01-0 1,1-Diphenylmethanol 
• 98-85-1 1-Phenylethanol 
• 74-89-5 methylamine 
• 86-73-7 9H-fluorene 
• 98-86-2 acetophenone 
• 552-72-7 (2RS)-2r,6c-[(SR,SR)-bis-(β-hydroxy-phenethyl)-1-methyl-piperidine 
• 6168-88-3 2,2′-((2RS,6RS)-1-methylpiperidine-2,6-diyl)bis(1-phenylethanone) hydrochloride 
• 90-69-7 lobeline 
• 24314-23-6 8-oxo-8-phenyloctanoic acid 
• 552-72-7 NSC 95097 
• 65-85-0 benzoic acid 

Relevant articles and documents

2-[(2R, 6S)-6-[(2S)-2-hydroxy-2-phenethyl]-1-pipecoline]-1-hypnone synthesis method

The invention discloses a 2-[(2R, 6S)-6-[(2S)-2-hydroxy-2-phenethyl]-1-pipecoline]-1-hypnone synthesis method, and belongs to the field of organic synthesis. (1S, 2S)-1, 2-diphenyl diaminoethane serving as a raw material is subjected to acylation, substitution and the like to prepare chiral amine catalysts. A main route totally includes two steps: synthesizing glutaraldehyde, benzoyl acetic acid and methylamine hydrochloride to form cis-lobelanine; performing asymmetric selective reduction synthesis of 2-[(2R, 6S)-6-[(2S)-2-hydroxy-2-phenethyl]-1-pipecoline]-1-hypnone under mild reaction conditions and under the action of the catalysts. The raw material in the whole process route is cheap and easy to obtain, the catalysts can be recycled and can continue to be used, and the synthesis method is low in cost, simple in process, mild in reaction condition, convenient in operation and high in total yield.